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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

enzymes (4) Show 4 proteins

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015200

Secondary Accession Numbers

HMDB15200

Metabolite Identification

Common Name

Glipizide

Description

Glipizide is only found in individuals that have used or taken this drug. It is an oral hypoglycemic agent which is rapidly absorbed and completely metabolized. [PubChem]Sulfonylureas likely bind to ATP-sensitive potassium-channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Depolarization stimulates calcium ion influx through voltage-sensitive calcium channels, raising intracellular concentrations of calcium ions, which induces the secretion, or exocytosis, of insulin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1067
  Mrv0541 02231215132D          

 31 33  0  0  0  0            999 V2000
    3.7935    2.2688    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9685    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    4.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.0938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.2688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.9188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.7439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    5.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    5.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1  7  1  0  0  0  0
  1 18  1  0  0  0  0
  2 17  2  0  0  0  0
  5 26  2  0  0  0  0
  6 11  1  0  0  0  0
  6 17  1  0  0  0  0
  7 17  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  2  0  0  0  0
  9 30  1  0  0  0  0
 10 28  2  0  0  0  0
 10 29  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0015200
     RDKit          3D
Glipizide
 58 60  0  0  0  0  0  0  0  0999 V2000
   11.5181   -0.5827   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0463   -0.5258   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3689   -1.4649    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0579   -1.3358    0.7433 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3349   -0.3520    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8955   -0.2576    0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2627   -1.0970    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.7712   -0.3324 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    0.8387   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.0872    1.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677    1.1234    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    2.3024    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081    2.3059    1.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335    1.2249    1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658    1.2661    2.0309 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.0117    2.6959    1.9069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368    0.6794    3.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064    0.3764    0.7661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5988    0.5805    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2802    1.5456    0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1591   -0.2416   -0.7273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5409    0.0264   -1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4152   -0.3892   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696   -0.8489   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8176   -1.8751   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3754   -2.1897   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7922   -0.8377   -2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    0.0409    2.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    0.0210    1.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0192    0.5598   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3760    0.4697   -0.7354 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6698   -0.3285   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8488   -1.6528   -0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0561    0.0980    0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9747   -2.2531    1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796    1.5066   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3008    1.7287   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -0.0302   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8734    2.0934    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724    0.3728    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8315    3.1614    0.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    3.2685    1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3949    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5894   -1.0231   -1.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    1.0991   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5469    0.5068    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   -1.1388    0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4319    0.0113   -0.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2048   -1.3470    0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3283   -2.7909   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3449   -1.4883   -2.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8065   -2.5078   -0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3076   -2.9120   -2.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659   -1.1350   -2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5671   -0.4274   -3.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204   -0.8002    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -0.9339    2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5388    1.3995   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 14 28  1  0
 28 29  2  0
  5 30  1  0
 30 31  2  0
 31  2  1  0
 29 11  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 18 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
M  END

1067
  Mrv0541 02231215132D          

 31 33  0  0  0  0            999 V2000
    3.7935    2.2688    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9685    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6185    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    4.3313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.0938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.2688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.9188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.7439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    5.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    5.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -4.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  1  7  1  0  0  0  0
  1 18  1  0  0  0  0
  2 17  2  0  0  0  0
  5 26  2  0  0  0  0
  6 11  1  0  0  0  0
  6 17  1  0  0  0  0
  7 17  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 27  2  0  0  0  0
  9 30  1  0  0  0  0
 10 28  2  0  0  0  0
 10 29  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  2  0  0  0  0
 22 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015200

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN=C(C=N1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)

> <INCHI_KEY>
ZJJXGWJIGJFDTL-UHFFFAOYSA-N

> <FORMULA>
C21H27N5O4S

> <MOLECULAR_WEIGHT>
445.535

> <EXACT_MASS>
445.178375067

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
47.64203893895158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-5-methylpyrazine-2-carboxamide

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.4266122779999995

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.870435150472424

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.320202268505531

> <JCHEM_PKA_STRONGEST_BASIC>
0.05924590420617015

> <JCHEM_POLAR_SURFACE_AREA>
130.15

> <JCHEM_REFRACTIVITY>
115.61779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glipizide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015200
     RDKit          3D
Glipizide
 58 60  0  0  0  0  0  0  0  0999 V2000
   11.5181   -0.5827   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0463   -0.5258   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3689   -1.4649    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0579   -1.3358    0.7433 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3349   -0.3520    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8955   -0.2576    0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2627   -1.0970    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.7712   -0.3324 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    0.8387   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.0872    1.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677    1.1234    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    2.3024    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081    2.3059    1.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335    1.2249    1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658    1.2661    2.0309 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.0117    2.6959    1.9069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368    0.6794    3.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064    0.3764    0.7661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5988    0.5805    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2802    1.5456    0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1591   -0.2416   -0.7273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5409    0.0264   -1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4152   -0.3892   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696   -0.8489   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8176   -1.8751   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3754   -2.1897   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7922   -0.8377   -2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    0.0409    2.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    0.0210    1.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0192    0.5598   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3760    0.4697   -0.7354 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6698   -0.3285   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8488   -1.6528   -0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0561    0.0980    0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9747   -2.2531    1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796    1.5066   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3008    1.7287   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -0.0302   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8734    2.0934    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724    0.3728    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8315    3.1614    0.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    3.2685    1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3949    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5894   -1.0231   -1.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    1.0991   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5469    0.5068    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   -1.1388    0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4319    0.0113   -0.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2048   -1.3470    0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3283   -2.7909   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3449   -1.4883   -2.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8065   -2.5078   -0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3076   -2.9120   -2.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659   -1.1350   -2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5671   -0.4274   -3.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204   -0.8002    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -0.9339    2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5388    1.3995   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 14 28  1  0
 28 29  2  0
  5 30  1  0
 30 31  2  0
 31  2  1  0
 29 11  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 18 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1067                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       7.081   4.235   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       9.748   5.775   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.541   4.235   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.621   4.235   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080  -4.235   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       8.415   8.085   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.081   5.775   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       5.748  -4.235   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       5.748  -7.315   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       3.080  -8.855   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       9.748   8.855   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.082   8.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748  10.395   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.416   8.855   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082  11.165   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.416  10.395   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.415   6.545   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081   2.695   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.081  -0.385   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.748   1.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.415   1.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.081  -1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.748   0.385   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.415   0.385   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.748  -2.695   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.414  -5.005   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.414  -6.545   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.080  -7.315   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.414  -9.625   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.748  -8.855   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.414 -11.165   0.000  0.00  0.00           C+0
CONECT    1    3    4    7   18                                             
CONECT    2   17                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   26                                                            
CONECT    6   11   17                                                       
CONECT    7    1   17                                                       
CONECT    8   25   26                                                       
CONECT    9   27   30                                                       
CONECT   10   28   29                                                       
CONECT   11    6   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
CONECT   17    2    6    7                                                  
CONECT   18    1   20   21                                                  
CONECT   19   22   23   24                                                  
CONECT   20   18   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   19   20                                                       
CONECT   24   19   21                                                       
CONECT   25    8   22                                                       
CONECT   26    5    8   27                                                  
CONECT   27    9   26   28                                                  
CONECT   28   10   27                                                       
CONECT   29   10   30   31                                                  
CONECT   30    9   29                                                       
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0015200
HETATM    1  C1  UNL     1      11.518  -0.583  -0.327  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.046  -0.526  -0.135  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.369  -1.465   0.632  1.00  0.00           C  
HETATM    4  N1  UNL     1       8.058  -1.336   0.743  1.00  0.00           N  
HETATM    5  C4  UNL     1       7.335  -0.352   0.159  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.896  -0.258   0.312  1.00  0.00           C  
HETATM    7  O1  UNL     1       5.263  -1.097   1.026  1.00  0.00           O  
HETATM    8  N2  UNL     1       5.170   0.771  -0.332  1.00  0.00           N  
HETATM    9  C6  UNL     1       3.727   0.839  -0.150  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.454   1.087   1.313  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.968   1.123   1.469  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.264   2.302   1.244  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.108   2.306   1.428  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.834   1.225   1.819  1.00  0.00           C  
HETATM   15  S1  UNL     1      -2.566   1.266   2.031  1.00  0.00           S  
HETATM   16  O2  UNL     1      -3.012   2.696   1.907  1.00  0.00           O  
HETATM   17  O3  UNL     1      -2.937   0.679   3.373  1.00  0.00           O  
HETATM   18  N3  UNL     1      -3.306   0.376   0.766  1.00  0.00           N  
HETATM   19  C12 UNL     1      -4.599   0.581   0.270  1.00  0.00           C  
HETATM   20  O4  UNL     1      -5.280   1.546   0.759  1.00  0.00           O  
HETATM   21  N4  UNL     1      -5.159  -0.242  -0.727  1.00  0.00           N  
HETATM   22  C13 UNL     1      -6.541   0.026  -1.187  1.00  0.00           C  
HETATM   23  C14 UNL     1      -7.415  -0.389  -0.001  1.00  0.00           C  
HETATM   24  C15 UNL     1      -8.770  -0.849  -0.382  1.00  0.00           C  
HETATM   25  C16 UNL     1      -8.818  -1.875  -1.484  1.00  0.00           C  
HETATM   26  C17 UNL     1      -7.375  -2.190  -1.876  1.00  0.00           C  
HETATM   27  C18 UNL     1      -6.792  -0.838  -2.369  1.00  0.00           C  
HETATM   28  C19 UNL     1      -0.109   0.041   2.042  1.00  0.00           C  
HETATM   29  C20 UNL     1       1.250   0.021   1.863  1.00  0.00           C  
HETATM   30  C21 UNL     1       8.019   0.560  -0.590  1.00  0.00           C  
HETATM   31  N5  UNL     1       9.376   0.470  -0.735  1.00  0.00           N  
HETATM   32  H1  UNL     1      11.670  -0.329  -1.420  1.00  0.00           H  
HETATM   33  H2  UNL     1      11.849  -1.653  -0.232  1.00  0.00           H  
HETATM   34  H3  UNL     1      12.056   0.098   0.322  1.00  0.00           H  
HETATM   35  H4  UNL     1       9.975  -2.253   1.092  1.00  0.00           H  
HETATM   36  H5  UNL     1       5.580   1.507  -0.938  1.00  0.00           H  
HETATM   37  H6  UNL     1       3.301   1.729  -0.699  1.00  0.00           H  
HETATM   38  H7  UNL     1       3.196  -0.030  -0.545  1.00  0.00           H  
HETATM   39  H8  UNL     1       3.873   2.093   1.627  1.00  0.00           H  
HETATM   40  H9  UNL     1       3.872   0.373   2.010  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.832   3.161   0.935  1.00  0.00           H  
HETATM   42  H11 UNL     1      -0.620   3.268   1.237  1.00  0.00           H  
HETATM   43  H12 UNL     1      -2.716  -0.395   0.320  1.00  0.00           H  
HETATM   44  H13 UNL     1      -4.589  -1.023  -1.127  1.00  0.00           H  
HETATM   45  H14 UNL     1      -6.668   1.099  -1.261  1.00  0.00           H  
HETATM   46  H15 UNL     1      -7.547   0.507   0.668  1.00  0.00           H  
HETATM   47  H16 UNL     1      -6.888  -1.139   0.645  1.00  0.00           H  
HETATM   48  H17 UNL     1      -9.432   0.011  -0.531  1.00  0.00           H  
HETATM   49  H18 UNL     1      -9.205  -1.347   0.559  1.00  0.00           H  
HETATM   50  H19 UNL     1      -9.328  -2.791  -1.137  1.00  0.00           H  
HETATM   51  H20 UNL     1      -9.345  -1.488  -2.365  1.00  0.00           H  
HETATM   52  H21 UNL     1      -6.807  -2.508  -0.995  1.00  0.00           H  
HETATM   53  H22 UNL     1      -7.308  -2.912  -2.679  1.00  0.00           H  
HETATM   54  H23 UNL     1      -5.866  -1.135  -2.934  1.00  0.00           H  
HETATM   55  H24 UNL     1      -7.567  -0.427  -3.048  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.720  -0.800   2.351  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.774  -0.934   2.045  1.00  0.00           H  
HETATM   58  H27 UNL     1       7.539   1.400  -1.110  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   31
CONECT    3    4   35
CONECT    4    5    5
CONECT    5    6   30
CONECT    6    7    7    8
CONECT    8    9   36
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   12   29
CONECT   12   13   41
CONECT   13   14   14   42
CONECT   14   15   28
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   19   43
CONECT   19   20   20   21
CONECT   21   22   44
CONECT   22   23   27   45
CONECT   23   24   46   47
CONECT   24   25   48   49
CONECT   25   26   50   51
CONECT   26   27   52   53
CONECT   27   54   55
CONECT   28   29   29   56
CONECT   29   57
CONECT   30   31   31   58
END

HMDB0015200
     RDKit          3D
Glipizide
 58 60  0  0  0  0  0  0  0  0999 V2000
   11.5181   -0.5827   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0463   -0.5258   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3689   -1.4649    0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0579   -1.3358    0.7433 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3349   -0.3520    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8955   -0.2576    0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2627   -1.0970    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.7712   -0.3324 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    0.8387   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    1.0872    1.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9677    1.1234    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    2.3024    1.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1081    2.3059    1.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335    1.2249    1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5658    1.2661    2.0309 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.0117    2.6959    1.9069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9368    0.6794    3.3731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3064    0.3764    0.7661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5988    0.5805    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2802    1.5456    0.7594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1591   -0.2416   -0.7273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5409    0.0264   -1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4152   -0.3892   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7696   -0.8489   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8176   -1.8751   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3754   -2.1897   -1.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7922   -0.8377   -2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1090    0.0409    2.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499    0.0210    1.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0192    0.5598   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3760    0.4697   -0.7354 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6698   -0.3285   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8488   -1.6528   -0.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0561    0.0980    0.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9747   -2.2531    1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796    1.5066   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3008    1.7287   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -0.0302   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8734    2.0934    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724    0.3728    2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8315    3.1614    0.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    3.2685    1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3949    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5894   -1.0231   -1.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6675    1.0991   -1.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5469    0.5068    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   -1.1388    0.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4319    0.0113   -0.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2048   -1.3470    0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3283   -2.7909   -1.1372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3449   -1.4883   -2.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8065   -2.5078   -0.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3076   -2.9120   -2.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659   -1.1350   -2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5671   -0.4274   -3.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204   -0.8002    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -0.9339    2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5388    1.3995   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 14 28  1  0
 28 29  2  0
  5 30  1  0
 30 31  2  0
 31  2  1  0
 29 11  1  0
 27 22  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 18 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 27 54  1  0
 27 55  1  0
 28 56  1  0
 29 57  1  0
 30 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Cyclohexyl-3-({p-[2-(5-methylpyrazinecarboxamido)ethyl]phenyl}sulfonyl)urea	ChEBI
Aldiab	ChEBI
CP 28,720	ChEBI
CP 28720	ChEBI
CP-28,720	ChEBI
Digrin	ChEBI
Dipazide	ChEBI
Glibenese	ChEBI
Glibetin	ChEBI
Glican	ChEBI
Glidiab	ChEBI
Glipid	ChEBI
Glipizida	ChEBI
Glipizidum	ChEBI
Gluco-rite	ChEBI
Glucolip	ChEBI
Glucotrol	ChEBI
Glucozide	ChEBI
Glupitel	ChEBI
Glupizide	ChEBI
Glyde	ChEBI
Glydiazinamide	ChEBI
K 4024	ChEBI
Melizide	ChEBI
Mindiab	ChEBI
Minidab	ChEBI
Minidiab	ChEBI
Minodiab	ChEBI
N-{4-[beta-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulphonyl}-n'-cyclohexylurea	ChEBI
Napizide	ChEBI
Ozidia	ChEBI
Sucrazide	ChEBI
1-Cyclohexyl-3-({p-[2-(5-methylpyrazinecarboxamido)ethyl]phenyl}sulphonyl)urea	Generator
N-{4-[b-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulfonyl}-n'-cyclohexylurea	Generator
N-{4-[b-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulphonyl}-n'-cyclohexylurea	Generator
N-{4-[beta-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulfonyl}-n'-cyclohexylurea	Generator
N-{4-[β-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulfonyl}-n'-cyclohexylurea	Generator
N-{4-[β-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulphonyl}-n'-cyclohexylurea	Generator
Glibenese brand OF glipizide	HMDB
Glidiazinamide	HMDB
Glypidizine	HMDB
Kenfarma brand OF glipizide	HMDB
Pfizer brand 2 OF glipizide	HMDB
Alphapharm brand OF glipizide	HMDB
Lacer brand OF glipizide	HMDB
Pfizer brand 1 OF glipizide	HMDB
Glipizide kenfarma brand	HMDB
Lilly brand OF glipizide	HMDB

Chemical Formula

C₂₁H₂₇N₅O₄S

Average Molecular Weight

445.535

Monoisotopic Molecular Weight

445.178375067

IUPAC Name

N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-5-methylpyrazine-2-carboxamide

Traditional Name

glipizide

CAS Registry Number

29094-61-9

SMILES

CC1=CN=C(C=N1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1

InChI Identifier

InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)

InChI Key

ZJJXGWJIGJFDTL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
Sulfonylurea
Pyrazine
Organic sulfonic acid or derivatives
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Organosulfonic acid or derivatives
Carboximidic acid
Carboximidic acid derivative
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazines (CHEBI:5384 )
monocarboxylic acid amide (CHEBI:5384 )
aromatic amide (CHEBI:5384 )
N-sulfonylurea (CHEBI:5384 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015200)
Membrane (HMDB: HMDB0015200)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

hypoglycemic agent (HMDB: HMDB0015200)

EC 2.7.1.33 (pantothenate kinase) inhibitor (HMDB: HMDB0015200)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 - 209 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.016 g/L	Not Available
LogP	2.5	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	198.9	30932474
[M+H]+	Not Available	196.545	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000838

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	1.83	ALOGPS
logP	1.43	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	0.059	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.15 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.62 m³·mol⁻¹	ChemAxon
Polarizability	47.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.571	31661259
DarkChem	[M-H]-	199.478	31661259
DeepCCS	[M+H]+	205.295	30932474
DeepCCS	[M-H]-	202.937	30932474
DeepCCS	[M-2H]-	237.285	30932474
DeepCCS	[M+Na]+	212.264	30932474
AllCCS	[M+H]+	203.8	32859911
AllCCS	[M+H-H2O]+	201.7	32859911
AllCCS	[M+NH4]+	205.7	32859911
AllCCS	[M+Na]+	206.2	32859911
AllCCS	[M-H]-	195.5	32859911
AllCCS	[M+Na-2H]-	196.5	32859911
AllCCS	[M+HCOO]-	197.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glipizide	CC1=CN=C(C=N1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1	5042.9	Standard polar	33892256
Glipizide	CC1=CN=C(C=N1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1	3102.2	Standard non polar	33892256
Glipizide	CC1=CN=C(C=N1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1	4016.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glipizide,1TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCCCC3)C=C2)[Si](C)(C)C)C=N1	4068.9	Semi standard non polar	33892256
Glipizide,1TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCCCC3)C=C2)[Si](C)(C)C)C=N1	3268.5	Standard non polar	33892256
Glipizide,1TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCCCC3)C=C2)[Si](C)(C)C)C=N1	5592.8	Standard polar	33892256
Glipizide,1TMS,isomer #2	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C)C=C2)C=N1	3942.8	Semi standard non polar	33892256
Glipizide,1TMS,isomer #2	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C)C=C2)C=N1	3243.6	Standard non polar	33892256
Glipizide,1TMS,isomer #2	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C)C=C2)C=N1	5736.6	Standard polar	33892256
Glipizide,1TMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C)C=C2)C=N1	3890.7	Semi standard non polar	33892256
Glipizide,1TMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C)C=C2)C=N1	3274.0	Standard non polar	33892256
Glipizide,1TMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C)C=C2)C=N1	5692.8	Standard polar	33892256
Glipizide,2TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	3839.3	Semi standard non polar	33892256
Glipizide,2TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	3410.9	Standard non polar	33892256
Glipizide,2TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	5403.8	Standard polar	33892256
Glipizide,2TMS,isomer #2	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	3768.5	Semi standard non polar	33892256
Glipizide,2TMS,isomer #2	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	3433.6	Standard non polar	33892256
Glipizide,2TMS,isomer #2	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	5285.3	Standard polar	33892256
Glipizide,2TMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)C=N1	3725.6	Semi standard non polar	33892256
Glipizide,2TMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)C=N1	3474.6	Standard non polar	33892256
Glipizide,2TMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)C=N1	5407.5	Standard polar	33892256
Glipizide,3TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	3682.4	Semi standard non polar	33892256
Glipizide,3TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	3662.5	Standard non polar	33892256
Glipizide,3TMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C)[Si](C)(C)C)C=C2)[Si](C)(C)C)C=N1	4984.1	Standard polar	33892256
Glipizide,1TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCCCC3)C=C2)[Si](C)(C)C(C)(C)C)C=N1	4314.0	Semi standard non polar	33892256
Glipizide,1TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCCCC3)C=C2)[Si](C)(C)C(C)(C)C)C=N1	3448.7	Standard non polar	33892256
Glipizide,1TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)NC3CCCCC3)C=C2)[Si](C)(C)C(C)(C)C)C=N1	5608.5	Standard polar	33892256
Glipizide,1TBDMS,isomer #2	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4192.7	Semi standard non polar	33892256
Glipizide,1TBDMS,isomer #2	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	3430.5	Standard non polar	33892256
Glipizide,1TBDMS,isomer #2	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	5735.8	Standard polar	33892256
Glipizide,1TBDMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4140.4	Semi standard non polar	33892256
Glipizide,1TBDMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	3482.0	Standard non polar	33892256
Glipizide,1TBDMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)C=N1	5676.4	Standard polar	33892256
Glipizide,2TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	4340.8	Semi standard non polar	33892256
Glipizide,2TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	3783.8	Standard non polar	33892256
Glipizide,2TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)NC3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	5356.5	Standard polar	33892256
Glipizide,2TBDMS,isomer #2	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	4260.3	Semi standard non polar	33892256
Glipizide,2TBDMS,isomer #2	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	3827.3	Standard non polar	33892256
Glipizide,2TBDMS,isomer #2	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)NC(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	5223.3	Standard polar	33892256
Glipizide,2TBDMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=N1	4246.7	Semi standard non polar	33892256
Glipizide,2TBDMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=N1	3882.4	Standard non polar	33892256
Glipizide,2TBDMS,isomer #3	CC1=CN=C(C(=O)NCCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=N1	5359.3	Standard polar	33892256
Glipizide,3TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	4394.9	Semi standard non polar	33892256
Glipizide,3TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	4250.7	Standard non polar	33892256
Glipizide,3TBDMS,isomer #1	CC1=CN=C(C(=O)N(CCC2=CC=C(S(=O)(=O)N(C(=O)N(C3CCCCC3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C=N1	4980.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glipizide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udj-9433200000-0daa174c6f208f739d92	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glipizide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide LC-ESI-qTof , Positive-QTOF	splash10-014i-0119600000-895a0f8ef34678f1200d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide LC-ESI-qTof , Positive-QTOF	splash10-014i-0009600000-3a2ab7e8e725ab4b2090	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide LC-ESI-qTof , Positive-QTOF	splash10-0v4i-3941000000-57ab7532afaad5f9a2ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide , positive-QTOF	splash10-014i-0009600000-3a2ab7e8e725ab4b2090	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide , positive-QTOF	splash10-00di-0329000000-a6f7044e9dfe397cfcdd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide , positive-QTOF	splash10-014i-0119600000-895a0f8ef34678f1200d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide , positive-QTOF	splash10-00di-1429000000-60bdb648d5355af7a75b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide , positive-QTOF	splash10-0v4i-3941000000-57ab7532afaad5f9a2ac	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 60V, Negative-QTOF	splash10-00bc-9400000000-e36d6f6a0eb4114e661c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 45V, Negative-QTOF	splash10-00di-3900000000-e23bb49f877be3901320	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 75V, Negative-QTOF	splash10-004l-9100000000-688c676b3e072ae42071	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 90V, Negative-QTOF	splash10-01tc-9100000000-4c0399e69298b606717a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 30V, Positive-QTOF	splash10-0gi9-0946000000-e87ed6360a6302adddaf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 60V, Positive-QTOF	splash10-0w30-1900000000-b3353b86c5a566797995	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 90V, Positive-QTOF	splash10-01tc-9100000000-1058c878e881b259b2e6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 45V, Positive-QTOF	splash10-0gc9-0910000000-97927d7e80b6e6c9c189	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 30V, Positive-QTOF	splash10-0gi9-0946000000-1bd55371a0002464d88d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 45V, Positive-QTOF	splash10-0gc9-0910000000-4c6c3446c687a5f55469	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glipizide 60V, Positive-QTOF	splash10-0w30-1900000000-91618f445cb7066cc191	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glipizide 10V, Positive-QTOF	splash10-006t-1209300000-c14d0f75f56599ec527f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glipizide 20V, Positive-QTOF	splash10-0002-7903000000-63e0326a933897ad8d58	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glipizide 40V, Positive-QTOF	splash10-05mk-9700000000-3dea1f33244b9e19e407	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glipizide 10V, Negative-QTOF	splash10-0007-5208900000-36b94e0ee176fc17450f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glipizide 20V, Negative-QTOF	splash10-00kb-4529000000-18be67f87a3195a21fff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glipizide 40V, Negative-QTOF	splash10-0007-9310000000-3bae0e1f24a4fc985c6b	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01067	21059682	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01067	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01067

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3359

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glipizide

METLIN ID

Not Available

PubChem Compound

3478

PDB ID

Not Available

ChEBI ID

5384

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

3. Peroxisome proliferator-activated receptor gamma

General function:: Involved in DNA binding
Specific function:: Receptor that binds peroxisome proliferators such as hypolipidemic drugs and fatty acids. Once activated by a ligand, the receptor binds to a promoter element in the gene for acyl-CoA oxidase and activates its transcription. It therefore controls the peroxisomal beta-oxidation pathway of fatty acids. Key regulator of adipocyte differentiation and glucose homeostasis
Gene Name:: PPARG
Uniprot ID:: P37231
Molecular weight:: 57619.6

References

Scarsi M, Podvinec M, Roth A, Hug H, Kersten S, Albrecht H, Schwede T, Meyer UA, Rucker C: Sulfonylureas and glinides exhibit peroxisome proliferator-activated receptor gamma activity: a combined virtual screening and biological assay approach. Mol Pharmacol. 2007 Feb;71(2):398-406. Epub 2006 Nov 2. [PubMed:17082235 ]

Enzyme Details

4. ATP-binding cassette sub-family C member 8

General function:: Involved in ATP binding
Specific function:: Putative subunit of the beta-cell ATP-sensitive potassium channel (KATP). Regulator of ATP-sensitive K(+) channels and insulin release
Gene Name:: ABCC8
Uniprot ID:: Q09428
Molecular weight:: 177006.4

References

Gribble FM, Ashcroft FM: Sulfonylurea sensitivity of adenosine triphosphate-sensitive potassium channels from beta cells and extrapancreatic tissues. Metabolism. 2000 Oct;49(10 Suppl 2):3-6. [PubMed:11078468 ]
Harrower A: Gliclazide modified release: from once-daily administration to 24-hour blood glucose control. Metabolism. 2000 Oct;49(10 Suppl 2):7-11. [PubMed:11078469 ]
Lawrence CL, Proks P, Rodrigo GC, Jones P, Hayabuchi Y, Standen NB, Ashcroft FM: Gliclazide produces high-affinity block of KATP channels in mouse isolated pancreatic beta cells but not rat heart or arterial smooth muscle cells. Diabetologia. 2001 Aug;44(8):1019-25. [PubMed:11484080 ]
Reimann F, Ashcroft FM, Gribble FM: Structural basis for the interference between nicorandil and sulfonylurea action. Diabetes. 2001 Oct;50(10):2253-9. [PubMed:11574406 ]
Proks P, Reimann F, Green N, Gribble F, Ashcroft F: Sulfonylurea stimulation of insulin secretion. Diabetes. 2002 Dec;51 Suppl 3:S368-76. [PubMed:12475777 ]

Showing metabocard for Glipizide (HMDB0015200)

MOL for HMDB0015200 (Glipizide)

3D MOL for HMDB0015200 (Glipizide)

3D SDF for HMDB0015200 (Glipizide)

3D-SDF for HMDB0015200 (Glipizide)

PDB for HMDB0015200 (Glipizide)

3D PDB for HMDB0015200 (Glipizide)

SMILES for HMDB0015200 (Glipizide)

INCHI for HMDB0015200 (Glipizide)

Structure for HMDB0015200 (Glipizide)

3D Structure for HMDB0015200 (Glipizide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References